Improved enantioselectivity of Candida rugosa lipase towards ketoprofen ethyl ester by a simple two-step treatment

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Title
Improved enantioselectivity of Candida rugosa lipase towards ketoprofen ethyl ester by a simple two-step treatment
Author(s)
Min Gon Kim; Eun Gyo Lee; Bong Hyun Chung
Bibliographic Citation
Process Biochemistry, vol. 35, no. 9, pp. 977-982
Publication Year
2000
Abstract
A novel two-step acetone treatment method was developed to improve the enantioselectivity of Candida rugosa lipase (CRL) towards the hydrolysis of (R,S)-ketoprofen ethyl ester. After two-step acetone treatment of crude CRL, the CRL was harvested as precipitates and used for the production of optically pure (S)-ketoprofen. The specific activity of two-step acetone- treated CRL was 2.05 kU/mg protein, which corresponds to a 2-fold increase over that of crude CRL. The two-step acetone-treated CRL was considerably more enantioselective than the crude CRL towards (R,S)-ketoprofen ethyl ester, yielding an enantiomeric excess (% ee(p)) of about 100% and an enantiomeric ratio (E) of > 100. The hydrolysis activity of acetone-treated CRL increased with an increase in reaction temperature but the enantiomeric excess was > 99% regardless of reaction temperature. The production of optically pure (S)-ketoprofen was performed for 108 h in a scaled-up batch reactor containing 200 g of (R,S)-ketoprofen ethyl ester. Consequently, about 90 g of (S)-ketoprofen with an optical purity of 98% was recovered from the reaction mixture.
Keyword
Candida rugosa lipase(S)-Ketoprofen(R,S)-Ketoprofen ethyl esterEnantioselective hydrolysisAcetone treatment
ISSN
0032-9592
Publisher
Elsevier
DOI
http://dx.doi.org/10.1016/S0032-9592(00)00129-1
Type
Article
Appears in Collections:
Division of Bio Technology Innovation > BioProcess Engineering Center > 1. Journal Articles
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